title: Highly beta-selective C-allylation of a ribofuranoside controlling steric hindrance in the transition state.
abstract: A highly beta-selective C-allylation of 2,3-O-(3-pentylidene)-D-ribofuranosyl fluoride is described. This strategy will provide a new concept for synthesizing beta-C-ribosides by controlling the effect of steric hindrance in the transition state.
authors.affiliation: Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, Japan. ichikawa@pharm.hokudai.ac.jp
authors.forename: Satoshi
authors.initials: S
authors.lastname: Ichikawa
authors.forename: Ryoko
authors.initials: R
authors.lastname: Hayashi
authors.forename: Shinpei
authors.initials: S
authors.lastname: Hirano
authors.forename: Akira
authors.initials: A
authors.lastname: Matsuda
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D005459:Fluorides / Q000737:chemistry*; D009005:Monosaccharides / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: C533648:2,3-O-(3-pentylidene)-D-ribofuranosyl fluoride; D000475:Alkenes; D009005:Monosaccharides; D005459:Fluorides